2403-27-2

Usage

Uses

Used in Pharmaceutical Industry:
(2E)-1-(4-bromophenyl)-3-phenylprop-2-en-1-one is used as a precursor in the synthesis of various pharmaceuticals for its ability to be a building block in creating complex molecules.
Used in Agrochemical Industry:
(2E)-1-(4-bromophenyl)-3-phenylprop-2-en-1-one is used as a precursor in the synthesis of various agrochemicals, contributing to the development of new compounds for agricultural applications.
Used in Organic Synthesis:
(2E)-1-(4-bromophenyl)-3-phenylprop-2-en-1-one is used as a building block in organic synthesis for creating complex molecules, showcasing its versatility in chemical reactions.
Used in Biological and Pharmacological Research:
(2E)-1-(4-bromophenyl)-3-phenylprop-2-en-1-one is utilized in research for its potential biological and pharmacological activities, indicating its importance in scientific studies and drug discovery.

InChI:InChI=1/C15H11BrO/c16-14-9-7-13(8-10-14)15(17)11-6-12-4-2-1-3-5-12/h1-11H/b11-6+

Upstream product

• 99-90-1 para-bromoacetophenone 
• 100-52-7 benzaldehyde 
• 108-86-1 bromobenzene 
• 102-92-1 cinnamoyl chloride 
• 65679-14-3 1-(4-bromophenyl)-2-thiocyanatoethanone 
• 86668-29-3 4-(3-phenylallyl)bromobenzene 
• 100-42-5 styrene 
• 201230-82-2 carbon monoxide 
• 589-87-7 1,4-bromoiodobenzene 
• 19710-56-6 hydroxycarbene 
• 5467-74-3 4-Bromophenylboronic acid 
• 99-73-0 para-bromophenacyl bromide 
• 142739-40-0 1-(4-bromo-phenyl)-3-phenyl-prop-2-yn-1-ol 
• 66107-30-0 4-bromophenyl trifluoromethanesulfonate 

Downstream Products

• 6271-51-8 2,3-dibromo-1-(4-bromo-phenyl)-3-phenyl-propan-1-one 
• 20822-01-9 3-(4-bromophenyl)-5-phenyl-4,5-dihydro-isoxazole 
• 102752-32-9 diethyl 2-(3-(4-bromophenyl)-3-oxo-1-phenylpropyl)malonate 
• 43008-85-1 1-(4-bromophenyl)-3-phenylpropane 
• 108325-92-4 (4-Bromo-phenyl)-(4-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-methanone 
• 74007-55-9 1-(4-Bromo-phenyl)-3,3-dimethoxy-2-phenyl-propan-1-one 
• 86516-92-9 6-(4-Bromo-phenyl)-1,3-dimethyl-8-phenyl-7,8-dihydro-1H-pyrimido[4,5-b][1,4]oxazepine-2,4-dione 
• 111336-87-9 5-(4-Bromo-phenyl)-3-methyl-1,7-diphenyl-1,6,7,8-tetrahydro-pyrazolo[3,4-b][1,4]diazepine 
• 94360-62-0 (2R,3S)-2-(4-Bromo-benzoyl)-3-phenyl-cyclopropane-1,1-dicarbonitrile 
• 122164-21-0 5-(4-Bromo-phenyl)-2,7-diphenyl-6,7-dihydro-pyrazolo[1,5-a]pyrimidine 
• 85510-58-3 6-(4-Bromo-phenyl)-2,8-diphenyl-8,9-dihydro-7H-imidazo[1,2-b][1,2,4]triazepine 

Relevant academic research and scientific papers

Diastereoselective 1,3-dioxolane formation by photocatalytic ring opening of a-epoxyketones

Photocatalytic ring opening of α-epoxyketones by 2,3-dichloro-5,6- dicyano-1,4-benzoquinone (DDQ) in acetone resulted in the diastereoselective formation of 1,3-dioxolanes through Cα-O bond cleavage. The facility of the ring opening is influenced by the nature and the location of the additional substituent on the α-epoxyketones.

Synthesis of 1,4-dihydropyridazines from propargylic alcohols and hydrazones via a Cs2CO3-mediated process

An efficient catalyst-free annulation process between propargylic alcohols and hydrazones has been reported. Under the optimized conditions, a wide variety of propargylic alcohols bearing an aromatic group or an aromatic heterocyclic group and hydrazones

Pyridoimidazole derivatives as well as preparation method and application thereof

The invention discloses pyridoimidazole derivatives as well as a preparation method and application thereof. The pyridoimidazole derivatives with two D-pi-A structures are synthesized on the basis that pyridoimidazole serves as an electron acceptor system by means of the electron donating property of phenanthroimidazole/diphenylamine. The pyridoimidazole derivatives can serve as photoinitiators, and the two photoinitiators both have longer conjugated chain lengths, so that the photon absorption cross section is increased, the photoinitiators can initiate polymerization reaction at the wavelength of 365 nm, have higher polymerization efficiency, and can be widely applied to the field of ultraviolet curing.

Borane-Catalyzed, Chemoselective Reduction and Hydrofunctionalization of Enones Enabled by B-O Transborylation

The use of stoichiometric organoborane reductants in organic synthesis is well established. Here these reagents have been rendered catalytic through an isodesmic B-O/B-H transborylation applied in the borane-catalyzed, chemoselective alkene reduction and formal hydrofunctionalization of enones. The reaction was found to proceed by a 1,4-hydroboration of the enone and B-O/B-H transborylation with HBpin, enabling catalyst turnover. Single-turnover and isotopic labeling experiments supported the proposed mechanism of catalysis with 1,4-hydroboration and B-O/B-H transborylation as key steps.

Mechanochemical Syntheses of N-Containing Heterocycles with TosMIC

A mechanochemical van Leusen pyrrole synthesis with a base leads to 3,4-disubstitued pyrroles in moderate to excellent yields. The developed protocol is compatible with a range of electron-withdrawing groups and can also be applied to the synthesis of oxazoles. Attempts to mechanochemically convert the resulting pyrroles into porphyrins proved to be difficult.

C3 amino-substituted chalcone derivative with selective adenosine rA1 receptor affinity in the micromolar range

Abstract: To identify novel adenosine receptor (AR) ligands based on the chalcone scaffold, herein the synthesis, characterization and in vitro and in silico evaluation of 33 chalcones (15–36 and 37–41) and structurally related compounds (42–47) are reported. These compounds were characterized by radioligand binding and GTP shift assays to determine the degree and type of binding affinity, respectively, against rat (r) A1 and A2A ARs. The chalcone derivatives 24, 29, 37 and 38 possessed selective A1 affinity below 10?μM, and thus, are the most active compounds of the present series; compound 38 was the most potent selective A1 AR antagonist (Ki (r) = 1.6?μM). The structure–affinity relationships (SAR) revealed that the NH2-group at position C3 of ring A of the chalcone scaffold played a key role in affinity, and also, the Br-atom at position C3′ on benzylidene ring B. Upon in vitro and in silico evaluation, the novel C3 amino-substituted chalcone derivative 38—that contains an α,?-unsaturated carbonyl system and easily allows structural modification—may possibly be a synthon in future drug discovery. Graphic abstract: C3 amino-substituted chalcone derivative (38) with C3′ Br substitution on benzylidene ring B possesses selective adenosine rA1 receptor affinity in micromolar range.[Figure not available: see fulltext.]

Synthesis and antimicrobial evaluation of arylated 1,3,5-triphenyl pyrazoline derivatives using suzuki-miyaura reactions

The first palladium –catalyzed coupling reactions of 1,3,5-triphenyl pyrazoline are reported. The Suzuki-Miyaura reaction of 3-(4-bromophenyl)-1,5-diphenyl pyrazoline with one equivalent of arylboronic acids afforded 3-(biphenyl)-1,5-diphenyl pyrazoline in 53-78 % yield. While the Suzuki-Miyaura reactions of 3,5-bis(4-bromophenyl)-1-phenyl pyrazoline with two equivalent of arylboronic acids gave 3,5-bis(biphenyl)-1-phenyl pyrazoline in 55-80% yield. The characterization of the synthesized derivatives (5a-h) and (6a-h) were accomplished on the basis of NMR, FT-IR, and mass techniques. The newly pyrazoline derivatives have been investigated for their in vitro antibacterial activity against gram- negative and gram-positive bacteria. The di-coupling compounds (6a-h) exhibited promising antibacterial against all four bacterial strains compared to the mono-coupling compounds (5a-h) which displayed a slight activity. The compound 6d showed a potent activity significantly more active than Trimethoprim (100μg/ml).

Reaction rate differences between organotrifluoroborates and boronic acids in BINOL-catalyzed conjugate addition to enones

Enantioselective organocatalysis has been successfully employed in combination with trifluoroborate reagents for novel organic transformations over the last decade. However, no experimental rate studies of these reactions have been reported. Herein we report Hammett plot analysis of the organocatalyzed enantioselective conjugate addition of alkenyl, aryl, and heteroaryl trifluoroborate salts to chalcone derivatives with substitution at both the β-aryl and keto-aryl positions. The rate trend for keto-aryl substitution diverges from that of boronic acid nucleophiles in that the keto-aryl substituent for trifluoroborate salts does not measurably impact reaction rate in a manner consistent with charge stabilization. In addition, variable temperature NMR in combination with quantitative thin-layer chromatography (TLC) analysis suggests that the reaction is impacted by the low solubility of the trifluoroborate salts, so particle size and stirring speed affect reaction rates.

Biological activity of novel pentasubstituted cyclohexanol against some microorganisms

The aim of this study is to investigate the antibacterial, antifungal activity of the new six membered 4-(4-bromophenyl)-4-hydroxy-2.6-diphenylcyclohexane-1.3-diyl)bis(4-bromophenyl)methanone and known (E)-1-(4-bromophenyl)-3phenylprop-2-en-1-one. The investigated products exhibit promising activities.

Recyclable Copper Nanoparticles-Catalyzed Hydroboration of Alkenes and β-Borylation of α,β-Unsaturated Carbonyl Compounds with Bis(Pinacolato)Diboron

Nano-ferrite-supported Cu nanoparticles (Fe-dopamine-Cu NPs) catalyzed anti-Markovnikov-selective hydroboration of alkenes with B2pin2 is reported under mild reaction conditions. This protocol can be applied to a broad range of substrates with high functional group compatibility. In addition, we demonstrated the use of Fe-dopamine-Cu NPs as a catalyst for the β-borylation of α,β-unsaturated ketones and ester, providing alkylboronate esters in up to 98% yield. Reuse of the magnetically recyclable catalyst resulted in no significant loss of activity in up to five reaction runs for both systems. (Figure presented.).